Find Historic Hotels in Winter Haven, FL

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Our top choices for Winter Haven historic hotels

2BR/2BA Getaway – 7 Miles from Orlando Parks

Kissimmee
10.0 out of 10, Exceptional, (1)
"We had a wonderful time at this condo. Very clean a bit outdated with a few things that could improve but the overall experience at this condo was very good. It is a lot bigger then seen in photos both bedrooms are fairly big and nice big walk in closet in both rooms and two full bathrooms and. Laundry in suite was an excellent addition and convenient will definitely returning in the future ! "
Canada
Jessica R.
$194 nightly
The price is $217
Dec 15 - Dec 16
Total with taxes and fees
2BR/2BA Getaway – 7 Miles from Orlando Parks

The Terrace Hotel Lakeland, Tapestry Collection by Hilton

3.5 star property
Downtown Lakeland
9.2 out of 10, Wonderful, (351)
"Good place"
United States
Octavio
$122 nightly
The price is $137
Dec 21 - Dec 22
Total with taxes and fees
The Terrace Hotel Lakeland, Tapestry Collection by Hilton

7 BDRM, Private Pool, Hot Tub, Games, New Decor, New Mgmt., 10 min to parks!

Kissimmee
9.2 out of 10, Wonderful, (59)
"Plenty of living space, a lovely pool/hot tub, and fantastic game room with pool table, foosball and pac man. The management were responsive to our needs and the clubhouse offered another pool and other amenities. The kids enjoyed basketball, golf and a tennis court. This was our second year in this house. I highly recommend it."
United States
John W.
$504 nightly
The price is $563
Dec 10 - Dec 11
Total with taxes and fees
7 BDRM, Private Pool, Hot Tub, Games, New Decor, New Mgmt., 10 min to parks!

*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works

kissimmee
9.4 out of 10, Exceptional, (77)
"The house was absolutely great and perfect for our family. Its located close to Disney. We have finally found our Disney vacation spot!"
United States
Terrianne T.
$387 nightly
The price is $433
Dec 15 - Dec 16
Total with taxes and fees
*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works

ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!

Kissimmee
9.6 out of 10, Exceptional, (111)
"The location can’t be beat and the condo was great. The owner was extremely helpful and attentive. Highly recommend! "
United States
Leila P.
$364 nightly
The price is $407
Dec 10 - Dec 11
Total with taxes and fees
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!

*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works

Kissimmee
9.6 out of 10, Exceptional, (135)
"The pool was great for the whole family, and everything worked and matched the listing "
United States
Robert S.
$380 nightly
The price is $426
Dec 10 - Dec 11
Total with taxes and fees
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works

🌴 Relax & Recharge Near Disney – Top-Floor 3BR Condo at Windsor Palms 🌴

Kissimmee
9.8 out of 10, Exceptional, (19)
"Great condo, all adults and had more than enough room "
United States
Tina R.
$289 nightly
The price is $323
Dec 25 - Dec 26
Total with taxes and fees
🌴 Relax & Recharge Near Disney – Top-Floor 3BR Condo at Windsor Palms 🌴

Luxury 6BR, Theater, Game Rooms, Pool–Min to Disney/Universal Epic Universe!

Reunion
9.2 out of 10, Wonderful, (76)
"Beautiful house, 5 stars on the entire stay!"
United States
Elmer G.
$653 nightly
The price is $730
Dec 10 - Dec 11
Total with taxes and fees
Luxury 6BR, Theater, Game Rooms, Pool–Min to Disney/Universal Epic Universe!

Incredible Renovated home located near all !!

Champions Gate
6.6 out of 10, (4)
"We really enjoyed Melissa’s condo Deja Blue. Quite pretty inside and quiet surroundings. Beds are comfortable, plenty of towels available, most things you need for a stay are provided. A few things in the condo could be updated but overall we had a great month in this unit and love the Champions Gate area for walking and dining."
United States
Susan K.
$202 nightly
The price is $224
Dec 16 - Dec 17
Total with taxes and fees
Incredible Renovated home located near all !!

7541 Huge 8BD Home - POOL&Spa - Game/Movie room

Kissimmee
8.8 out of 10, Excellent, (20)
"Overall it was great"
United States
Barry C.
$782 nightly
The price is $874
Dec 11 - Dec 12
Total with taxes and fees
7541 Huge 8BD Home - POOL&Spa - Game/Movie room
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Winter Haven Hotel Reviews

Frequently asked questions

What can a history buff expect from a stay in Winter Haven?
The historical places in Winter Haven are probably a big part of your travel plans. While you're in town, you can check out the scenic lakeside and top-notch restaurants. You can also discover the entertainment venues during your vacation in this family-friendly area.
How many historical hotels are there in Winter Haven?
Winter Haven is home to 232 lodging options bookable on Expedia though you won't find many designated historic hotels.
What are the must-see historical sites and other places to visit in Winter Haven?
Favorite places to visit include LEGOLAND® Florida, Theatre Winter Haven, and Chain of Lakes Park. A couple of additional sights to add to your agenda are Peppa Pig Theme Park Florida and Willowbrook Golf Course.
What is a historic hotel like in Winter Haven?
Guests who choose a historic hotel can enjoy a vacation in a place that has an officially recognized national historic designation. A castle, a palace or even a pub or an old police station can be transformed into a historic hotel as long as it's a place of special interest. Traditional architecture and period features are typically preserved in the communal spaces and guestrooms of such hotels in Winter Haven, giving a sense of history.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is more common in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. overall though the terms are similar. The architecture and actual building of historic hotels tend to be the most important aspect. For a heritage hotel, it's mainly the cultural value along with how it inspired the community.
Do historic hotels in Winter Haven have modern facilities?
Hotel interiors feature the modern conveniences and safety features you might expect, though efforts have been made to preserve historic facades and treasured traditions. Private rooms with updated bathroom facilities, free WiFi, and the amenities found at a contemporary hotel should be available at a historic hotel. When you book a historic hotel in Winter Haven, don't worry that you'll be staying at a place that's uncomfortable for guests or simply rundown.

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